(cis/trans)-(E)-ethyl 4-(3-(4-(3-morpholino-3-oxoprop-1-enyl)-2,3-bis(trifluoromethyl)phenylthio)phenylamino)cyclohexanecarboxylate | 1349246-48-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (cis/trans)-(E)-ethyl 4-(3-(4-(3-morpholino-3-oxoprop-1-enyl)-2,3-bis(trifluoromethyl)phenylthio)phenylamino)cyclohexanecarboxylate
• 英文别名: ethyl 4-[3-[4-[(E)-3-morpholin-4-yl-3-oxoprop-1-enyl]-2,3-bis(trifluoromethyl)phenyl]sulfanylanilino]cyclohexane-1-carboxylate
• CAS: 1349246-48-5
• 化学式: C₃₀H₃₂F₆N₂O₄S
• 分子量: 630.651
• InChiKey: HPLNGZWRFIAXQN-UKTHLTGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  43
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  93.2
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (cis/trans)-(E)-ethyl 4-(3-(4-(3-morpholino-3-oxoprop-1-enyl)-2,3-bis(trifluoromethyl)phenylthio)phenylamino)cyclohexanecarboxylate 在 lithium hydroxide 、 水 、 盐酸 作用下， 以 四氢呋喃 为溶剂， 生成 trans 4-{3-[4-(3-morpholin-4-yl-3-oxo-propenyl)-2,3-bis-trifluoromethyl-phenylsulfanyl]-phenylamino}-cyclohexanecarboxylic acid
  参考文献：
  名称：

  [EN] ARYLPHENYLAMINO-AND ARYLPHENYLETHER-SULFIDE DERIVATIVES, USEFUL FOR THE TREATMENT OF INFLAMMATORY AND IMMUNE DISEASES, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
  [FR] DERIVES D'ARYLPHENYLAMINO- ET D'ARYLPHENYLETHER-SULFIDE

  摘要：

  公开号：

  WO2005105766A3
• 作为产物：
  描述：

  3-[4-(3-amino-phenylsulfanyl)-2,3-bis-trifluoromethyl-phenyl]-1-morpholin-4-yl-propenone 、 对环己酮甲酸乙酯 在 sodium triacetoxyborohydride 、 溶剂黄146 作用下， 以 DCE 为溶剂， 生成 (cis/trans)-(E)-ethyl 4-(3-(4-(3-morpholino-3-oxoprop-1-enyl)-2,3-bis(trifluoromethyl)phenylthio)phenylamino)cyclohexanecarboxylate
  参考文献：
  名称：

  Design and synthesis of a series of meta aniline-based LFA-1 ICAM inhibitors

  摘要：

  A series of meta-substituted anilines were designed and synthesized to inhibit the interaction of LFA-1 with ICAM for the treatment of autoimmune disease. Design of these molecules was performed by utilizing a co-crystal structure for structure-based drug design. The resulting molecules were found to be potent and to possess favorable pharmaceutical properties. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.061

文献信息

• [EN] ARYLPHENYLAMINO-, ARYLPHENYLAMIDE-, AND ARYLPHENYLETHER-SULFIDE DERIVATIVES<br/>[FR] DERIVES DE SULFURE D'ARYLPHENYLAMINE, D'ARYLPHENYLAMIDE, ET D'ARYLPHENYLETHER
  申请人：ICOS CORP

  公开号：WO2005105770A3

  公开（公告）日：2006-03-09
• [EN] ARYLPHENYLAMINO-AND ARYLPHENYLETHER-SULFIDE DERIVATIVES, USEFUL FOR THE TREATMENT OF INFLAMMATORY AND IMMUNE DISEASES, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM<br/>[FR] DERIVES D'ARYLPHENYLAMINO- ET D'ARYLPHENYLETHER-SULFIDE
  申请人：ICOS CORP

  公开号：WO2005105766A3

  公开（公告）日：2006-01-26
• Design and synthesis of a series of meta aniline-based LFA-1 ICAM inhibitors
  作者：Kevin M. Guckian、Edward Yin-Shiang Lin、Laura Silvian、Jessica E. Friedman、Donovan Chin、Daniel M. Scott

  DOI：10.1016/j.bmcl.2008.08.061

  日期：2008.10

  A series of meta-substituted anilines were designed and synthesized to inhibit the interaction of LFA-1 with ICAM for the treatment of autoimmune disease. Design of these molecules was performed by utilizing a co-crystal structure for structure-based drug design. The resulting molecules were found to be potent and to possess favorable pharmaceutical properties. (C) 2008 Elsevier Ltd. All rights reserved.